Shows / Cash Flow Positive
Cash Flow Positive
Step into the world of Cash Flow Positive, where the secrets to short-term real estate success await. Join our host, Kenny Bedwell, each week as he unveils a treasure trove of strategies for identifying, acquiring, and scaling profitable rental deals. In Part 1, experience a whirlwind of knowledge in just 15 minutes, packed with actionable insights and proven techniques. Then, immerse yourself in captivating interviews lasting 20 to 45 minutes, featuring industry mavens who've mastered the very…
Episodes
- Cash Flow Positive
Navigating the legal side of Airbnb's new terms and conditions
Airbnb's New Rules: How to Protect Yourself Legally as a Host Airbnb's latest policy changes have short-term rental hosts asking some serious questions. While…
- Cash Flow Positive
I’m Buying Long-Term Rentals Again—Here’s Why
Why would a successful short-term rental investor start buying long-term rentals again? In this episode of Cash Flow Positive, Kenny Bedwell shares why he's…
- Cash Flow Positive
How 7%+ interest rates change my investing strategy
Interest Rates Are High. Should You Still Buy Short-Term Rentals? Higher interest rates are making short-term rental deals harder to find, but that doesn't…
- Cash Flow Positive
I Bought a 14-Room Hotel. Here’s What I Wasn’t Prepared For
I Bought a 14-Room Hotel: What I Wasn't Prepared For Kenny Bedwell finally has his 14-room boutique hotel in downtown New Orleans open to guests. But getting…
- Cash Flow Positive
How Much Cash Do You Really Need to Buy an STR?
How Much Cash Do You Really Need to Buy an STR? How much cash do you actually need to buy a short-term rental? It’s a question Kenny Bedwell gets all the time…
- Cash Flow Positive
Stop Asking, “What’s the Best Airbnb Market?”
Stop Asking Me What the Best STR Markets Are “What are the best markets to invest in?” It’s one of the most common questions Kenny Bedwell gets asked. But as…
- Cash Flow Positive
You don't need another amenity. You need a moat.
Stop Adding Amenities. Build a Better Moat. If your short-term rental isn't getting enough bookings, your first instinct might be to add something new. A…
- Cash Flow Positive
Data Over Hype - What to Watch Out For
Data Over Hype: How to Make Smarter STR Investment Decisions As the short-term rental industry matures, competition is increasing not just among property…
- Cash Flow Positive
How the pros get deals done
How the Pros Get Real Estate Deals Done Faster One of the biggest things holding real estate investors back isn't a lack of good deals. It's analysis…
- Cash Flow Positive
I stopped buying Airbnbs! Here's why
Why I’m Not Buying More Airbnbs Right Now What if buying another Airbnb isn’t actually the best move for your portfolio? In this episode, Kenny Bedwell…
- Cash Flow Positive
The Foundations of Real Estate Investing
What are the real foundations of a successful real estate investment? There’s a lot of conflicting advice online about what matters most when investing in real…
- Cash Flow Positive
Common Mistakes Investors Are Making in 2026
Should Tax Savings Drive Your Next Airbnb Investment? With bonus depreciation back at 100%, many investors are once again rushing into short-term rentals to…
- Cash Flow Positive
Part 2: How to become the #1 wish listed property on Airbnb
How do you grow an Airbnb from barely breaking even to one of the most wish listed properties in your state? Janelle Gallucci joins Kenny Bedwell to share how…
- Cash Flow Positive
Part 1: How to become the #1 wish listed property on Airbnb
What does it actually take to become one of the highest earning Airbnb properties in your market? In this episode, Kenny Bedwell shares the strategies behind…
- Cash Flow Positive
How I Use AI in My Airbnb Business
This episode outlines how AI can be utilized within a short-term rental (STR) business, based on insights from Kenny Bedwell.Core Philosophy on AI AI as a…
- Cash Flow Positive
How I'm Analyzing Deals in 2026
To analyze short-term rental (STR) deals in 2026, it is essential to recognize the professionalization of the industry, which requires higher standards for…
- Cash Flow Positive
Part 2: Build your brand
What if your “unique” short-term rental is actually invisible… and costing you thousands? Steph Weber joins Kenny Bedwell to unpack the brutal disconnect…
- Cash Flow Positive
Part 1: Build Your Brand
Are you quietly losing thousands by ignoring your rental’s brand? In this punchy solo episode, Kenny Bedwell cuts through the noise and exposes why branding is…
- Cash Flow Positive
Every Tax Savvy Airbnb Investor Makes This HUGE Mistake
Are your Airbnb investments sabotaging your wealth before you even realize it? In this episode, Kenny Bedwell delivers a blunt reality check for tax-savvy…
- Cash Flow Positive
How to Leverage Other People's Money to Buy Deals
What if the only thing standing between you and rapid portfolio growth isn’t money, but mindset and strategy? Kenny Bedwell drills into the raw realities of…
- Cash Flow Positive
3 Amenities That Transformed Our Revenue
What if the three things holding back your short-term rental revenue are hiding in plain sight? Kenny Bedwell, data-driven investor and STR educator, breaks…
- Cash Flow Positive
Airbnb 2026 Summer Outlook
Are you prepared for the Airbnb landscape to feel brutally different this summer? Kenny Bedwell, founder of STR Insights and numbers-driven host of Cash Flow…
- Cash Flow Positive
This Mistake Just Cost Me THOUSANDS
Ever lost thousands simply by trusting the wrong process or the wrong person? Kenny Bedwell returns from a break not just with fresh life perspective but with…
- Cash Flow Positive
Two Secrets to Scaling a Successful Portfolio
Are you stuck grinding but never really escaping? In this punchy solo episode, Kenny Bedwell drops the curtain on the two proven secrets that transformed his…
- Cash Flow Positive
Who Is ACTUALLY Booking Your Property?
Are your short-term rentals sitting empty while your competitors rake in bookings? You might be targeting the wrong guest without even knowing it. In this…
- Cash Flow Positive
STR Vanity Metrics to Avoid
Are you obsessed with high booking rates, glowing reviews, or six-figure revenue? What if those metrics are secretly keeping you broke and blind to your…
- Cash Flow Positive
BIG NEWS: Airbnb listened to this podcast!
Are your Airbnb profits slipping and you don’t know why? Imagine waking up to a revenue model change that could make or break your short-term rental business…
- Cash Flow Positive
Part 2 ft. Ryan Cadwell - Exit Strategy First: Why Most Investors Build Backwards: Exit Strategy First: Why Most Investors Build Backwards
Ever wondered why real estate investors lose big while others exit with effortless wins? In this can’t-miss episode, Kenny Bedwell gets brutally real with…
- Cash Flow Positive
Part 1 - Exit Strategy First Why Most Investors Build Backward
Are you racing to buy more properties but never stopping to ask, “What’s my end game?” If you want true financial freedom from short-term rentals—not just…
- Cash Flow Positive
Part 2: Emile Sakhel - How Airbnb's Fee Change Impacts Hosts
Is your short-term rental income safe, or is the new Airbnb fee model slashing profits behind your back? Most hosts have no idea how much they’re really losing…
- Cash Flow Positive
Part 1: How Airbnb's Fee Change Impact Hosts
Are you leaving hidden cash on the table after Airbnb’s dramatic fee overhaul or, worse, losing it without knowing? In this data-charged episode, Kenny Bedwell…
- Cash Flow Positive
The Opportunity Cost of Buying Today
in a short-term rental? This episode will shake you out of indecision and challenge everything you thought you knew about market timing. Kenny Bedwell, founder…
- Cash Flow Positive
Recap of the STR Scale Summit
Ever wonder why some real estate investors explode their portfolios while others fumble with endless spreadsheets? Today, Kenny Bedwell pulls back the curtain…
- Cash Flow Positive
Part 2: Stacey St. John - The “Toilet Test” Every STR Owner Should Use
Ever worry that one bad cleaning review could shatter your STR returns or even threaten your bookings? Imagine systematically boosting your ratings, delighting…
- Cash Flow Positive
Part 1: Easy hack to bump revenue by 15%
Are your short-term rental photos quietly costing you thousands in lost revenue? Most hosts lock in their listing photos and hope for the best, but what if a…
- Cash Flow Positive
How to make money on the buy
Are you tired of the hype, confusion, and conflicting advice dominating short-term rental investing? What if the real secret to real estate freedom isn’t just…
- Cash Flow Positive
Part 2: Current State of the Industry
Are you stuck waiting for the “big crash” to finally buy your dream short-term rental? What if that crash already came…and left you behind? In this radically…
- Cash Flow Positive
Part 1: Current State of the Industry
Are you sick of recycled guru advice and worried about making the wrong move in today’s wild STR market? Kenny Bedwell cuts through the noise with brutal…
- Cash Flow Positive
Sarah Karakaian and Annette Grant | Turn Your Calendar into Cash in 2026
When’s the last time your calendar made you real money? Most hosts set their pricing, cross their fingers, and hope the bookings roll in… all while leaving…
- Cash Flow Positive
The Most Important Deal-finding Metric You Aren't Calculating
Are you hustling for cash flow but secretly terrified of buying the wrong property? What if you’re obsessing over the wrong number… and it’s killing your…
- Cash Flow Positive
Part 2: Brett Swarts - Preparing For A 1031 Exchange The Right Way
Are you really leveling up or just running in circles with your real estate deals? If you’ve ever raced through a 1031 exchange, felt stuck chasing “passive”…
- Cash Flow Positive
Part 1: Preparing For A 1031 Exchange The Right Way
Are you scared of losing tens of thousands to the IRS on your next property sale? Wondering if a 1031 exchange is really the secret weapon for building…
- Cash Flow Positive
Top STR Markets for 2026
Are you terrified of sinking your cash into a dying market or worse, following the herd off a financial cliff? In this masterclass episode, Kenny Bedwell rips…
- Cash Flow Positive
2026 Predictions and 2025 Market Recap
Are you one tough market away from making or breaking your STR dreams? In this eye-opening solo episode, Kenny Bedwell delivers his no-BS, data-driven…
- Cash Flow Positive
Part 2: The #1 strategy to increasing occupancy
Are you feeling stuck with underwhelming bookings, even with a great short-term rental? Wondering how savvy investors transform high-mortgage properties into…
- Cash Flow Positive
Part 1: The #1 strategy to increasing occupancy
Who says you have to settle for empty nights and slow seasons in your short-term rental business? Today, Kenny Bedwell, the data-driven founder of SCR Insights…
- Cash Flow Positive
Part 2: Tips for working with out of state contractors
Hiring contractors is hard enough… hiring them out of state can feel terrifying. In this value-packed episode of Cashflow Positive, Kenny sits down with Jen…
- Cash Flow Positive
Part 1: Tips for working with out of state contractors
Ever felt blindsided by skyrocketing costs and endless delays when renovating a property out of state? You are not alone, and you do not have to fall victim to…
- Cash Flow Positive
How Far Can $200K Really Go?
$200,000 used to feel like a powerhouse investing budget… but in today’s short-term rental landscape, it doesn’t go nearly as far as it used to. In this solo…
- Cash Flow Positive
Investing beyond the returns
Most people get into real estate for freedom, but what happens when the money isn’t enough? In this powerful episode of Cashflow Positive, host Kenny Bedwell…
- Cash Flow Positive
Part 2: You MUST Innovate in the STR space
Innovation isn’t just about building something new; it’s about building something better. In this episode of Cash Flow Positive, host Kenny Bedwell sits down…
- Cash Flow Positive
Part 1 – You MUST Innovate in the STR Space
If your short-term rental looks the same as it did three years ago, you’re already falling behind. In this episode of Cash Flow Positive, host Kenny Bedwell…
- Cash Flow Positive
Part 2: Scaling beyond single family homes
You don’t have to stop at single-family short-term rentals. You can build the systems and businesses that help others scale, too. In this episode of Cash Flow…
- Cash Flow Positive
Part 1: Scaling beyond single family homes
What does “scaling” really mean for you? In this episode of Cash Flow Positive, host Kenny Bedwell breaks down what it truly takes to grow beyond single-family…
- Cash Flow Positive
Part 1: The curse of review driven real estate
What if your next short-term rental deal isn’t failing because of the numbers… but because of your reviews? In this episode of Cash Flow Positive, Kenny…
- Cash Flow Positive
How to get rich quick with real estate
How to Get Rich Quick with Real Estate If you’ve been chasing the next “get rich quick” shortcut in real estate… this episode is your reality check. In this…
- Cash Flow Positive
Part 1 & 2: The deal finding strategy no one is talking about
Most investors look at bedroom counts at face value. Kenny Bedwell doesn’t. In this episode of Cash Flow Positive, Kenny reveals a deal-finding strategy he’s…
- Cash Flow Positive
Should you refinance your property?
Is refinancing your short-term rental a smart move—or a trap that eats away your cash flow? In this episode of Cash Flow Positive, Kenny Bedwell sits down with…
- Cash Flow Positive
Part 2: If you had $250k to invest, where should you go?
If someone handed you $250,000 in cash to invest in a short-term rental, where would you buy and what strategy would you use to make that money work? In this…
- Cash Flow Positive
Part 1: If you had $250k to invest, where should you go?
If $250,000 dropped into your lap today, would you actually know what to do with it? In this episode of Cash Flow Positive, Kenny Bedwell pulls back the…